FMOC-Beta-丙氨酸-五氟苯酚酯 | 149303-38-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 中文名称: FMOC-Beta-丙氨酸-五氟苯酚酯
• 英文名称: PfpO-β-Ala-NH-Fmoc
• 英文别名: pentafluorophenyl 3-[[(9H-fluoren-9-yl)methyloxy]carbonylamino]propionate；Fmoc-beta-ala-opfp；(2,3,4,5,6-pentafluorophenyl) 3-(9H-fluoren-9-ylmethoxycarbonylamino)propanoate
• CAS: 149303-38-8
• 化学式: C₂₄H₁₆F₅NO₄
• 分子量: 477.387
• InChiKey: HKRARRDDNQDLOY-UHFFFAOYSA-N

物化性质

• 沸点：
  584.6±50.0 °C(Predicted)
• 密度：
  1.428±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  34
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  9

安全信息

• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  室温下，请存放在干燥且密封的容器中。

反应信息

• 作为反应物：
  描述：

  3-氨基丙酸叔丁酯 、 FMOC-Beta-丙氨酸-五氟苯酚酯 以 二氯甲烷 为溶剂， 反应 18.0h， 以1.49 g的产率得到t-butyl 3-[3-[[(9H-fluoren-9-yl)methyloxycarbonyl]amino]propanamido]propionate
  参考文献：
  名称：

  Synthesis and structure of a bis-glycosylated hexa-β-peptide

  摘要：

  The bis-glycosylated hexapeptide beta-Ala-beta-Ala-(beta-D-Glc)-L-Asp-beta-Ala-beta-Ala-(beta-D-Gal)-L-Asp (14) is prepared by fragment condensation of Fmoc-beta-Ala-beta-Ala-(beta-D-GlcAc(4))-L-Asp-OH (11) and H2N-beta-Ala-beta-Ala-(beta-D-GalAc(4))-L-Asp-(OBu)-Bu-t (12) under optimized conditions with the HBTU/HOBt reagent followed by deprotection of the intermediate fully protected hexapeptide. Hexapeptide 14 is shown to adopt a random coil structure in solution.

  DOI：

  10.3998/ark.5550190.0014.227
• 作为产物：
  描述：

  4-((1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl)amino)benzyl 3-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)propanoate 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 肼 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 FMOC-Beta-丙氨酸-五氟苯酚酯
  参考文献：
  名称：

  Solution phase synthesis of β-peptides using micro reactors

  摘要：

  The synthesis of beta-peptides has been successfully performed using a borosilicate glass micro reactor, in which a network of channels has been produced using a photolithographic and wet etching method. The reagents were mobilised by electroosmotic flow (EOF). The micro reactor was initially evaluated using a carbodiimide coupling reaction to form a dipeptide. The methodology has been extended such that the peptides may also be produced via the pentafluorophenyl ester derivatives of amino acids. It was found that performing the pentafluorophenyl ester reactions in the micro reactor resulted in an increase in the reaction efficiency over the traditional batch method. We postulate that the enhancement in rate of reaction is an electrochemical phenomenon, due to the reaction being performed in an electric field, which is unique to micro reactor systems. It has also been demonstrated that selective deprotection of the resultant dipeptides can be achieved. This approach has been used in the synthesis of a tripeptide. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00513-6
• 作为试剂：
  描述：

  FMOC-beta-丙氨酸 、 五氟苯酚 、 N,N'-二环己基碳二亚胺 在 二氯甲烷 、 FMOC-Beta-丙氨酸-五氟苯酚酯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 15.5h， 以to give the pure Fmoc-β-Ala-OPfp (429 mg 90%) as a white powder的产率得到FMOC-Beta-丙氨酸-五氟苯酚酯
  参考文献：
  名称：

  Functional peptide nucleic acid and its production method

  摘要：

  本发明公开了一种合成具有优越成本性能和能够极快地引入功能分子的功能性PNA的新方法，以及所使用的化合物。本发明公开了一种生产功能性PNA寡聚体的方法；其中，具有腺嘌呤、鸟嘌呤、胞嘧啶或胸腺嘧啶保护基的PNA单体单元与Fmoc-ω-氨基酸-BocPNA-OH反应，合成PNA寡聚体后，在去除保护基后引入具有自由羧酸的功能分子；本发明还公开了通过该方法合成的化合物；以及作为前体PNA单体单元的Fmoc-ω-氨基酸-BocPNA-OH。

  公开号：

  US06809190B2

文献信息

• Synthetic Analogs of the Lewis^b-Tetrasaccharide and their Binding to Griffonia Simplicifolia Lectin-Part I
  作者：Ole Hindsgaul、Vivekanand Kamath、Joanna Sadowska、Shahul Nilar、David Bundle

  DOI：10.1055/s-2003-40329

  日期：——

  The lewis b tetrasaccharide binds specifically to the Griffonia simplicifolia lectin GS-IV. In an effort to obtain tighter binding derivatives, we have synthesized a series of analogs of this tetrasaccharide and studied their binding to the lectin. This paper (part I in a series of two) describes the synthesis of and binding studies with analogs where the galactose unit (b) has been altered at the 6-position. Even though this position does not make direct contact with the protein in the crystal structure, the binding was very sensitive to these substitutions.

  刘易斯B四糖特异性地结合到刺槐豆凝集素GS-IV上。为了获得更紧密结合的衍生物，我们合成了一系列这种四糖的类似物，并研究了它们与凝集素的结合。本文（系列中的第一部分，共两部分）描述了对半乳糖单元（b）在6位进行改变的类似物的合成及其结合研究。尽管这个位置在晶体结构中并不直接与蛋白质接触，但结合对这些取代非常敏感。
• [EN] HYBRIDIZED POLY(AMIDOAMINE)-AMINO ACID DENDRIMERS<br/>[FR] DENDRIMÈRES POLY(AMIDOAMINE)-ACIDES AMINÉS HYBRIDÉS
  申请人：UNIV NORTH CAROLINA STATE

  公开号：WO2021046307A1

  公开（公告）日：2021-03-11

  Disclosed herein are hybrid poly(amidoamine)-amino acid dendrimers, their methods of manufacture, and uses thereof. In accordance with the purposes of the disclosed materials and methods, as embodied and broadly described herein, the disclosed subject matter, in one aspect, relates to dendrimer compounds, methods for their manufacture, and uses thereof. More specifically, the subject matter disclosed herein relates to hybridized poly(amidoamine)-amino acid dendrimer compounds of Formula I as described herein, their methods of manufacture, and uses thereof.

  本文揭示了混合聚酰胺胺-氨基酸树状分子、它们的制造方法和用途。根据本文所体现和广泛描述的所揭示材料和方法的目的，本文所揭示的主题在一个方面涉及树状分子化合物、它们的制造方法和用途。更具体地，本文所揭示的主题涉及到公式I所描述的混合聚酰胺胺-氨基酸树状分子化合物、它们的制造方法和用途。
• Novel functional peptide nucleic acid and its production method
  申请人：——

  公开号：US20030229201A1

  公开（公告）日：2003-12-11

  A novel method for synthesizing functional PNA having superior cost performance and which enables functional molecules to be-introduced extremely rapidly, and compounds used therein. Disclosed is a method for producing a functional PNA oligomer; wherein a PNA monomer unit having adenine, guanine, cytosine or thymine protected by a protecting group is reacted with. Fmoc-&ohgr;-amino acid- Boc PNA-OH, and after synthesizing PNA oligomer, a functional molecule having free carboxylic acid is introduced into that PNA oligomer followed by deprotecting the protecting group; compounds synthesized by the method; and, Fmoc-&ohgr;-amino acid- Boc PNA-OH that functions as a precursor PNA monomer unit.

  一种合成具有优越成本性能的功能性PNA的新方法，使功能分子能够极快地引入，以及所使用的化合物。揭示了一种生产功能性PNA寡聚体的方法；其中，具有腺嘌呤，鸟嘌呤，胞嘧啶或胸腺嘧啶保护基的PNA单体单元与Fmoc-ω-氨基酸-BocPNA-OH反应，合成PNA寡聚体后，将具有自由羧酸的功能分子引入该PNA寡聚体中，随后去除保护基；通过该方法合成的化合物；以及作为前体PNA单体单元的Fmoc-ω-氨基酸-BocPNA-OH。
• M. haemolytica outer membrane protein P1pE as a vaccine or vaccine component against shipping fever
  申请人：The Board of Regents for Oklahoma State University

  公开号：US20040156865A1

  公开（公告）日：2004-08-12

  Vaccines and methods against M. haemolytica infections in cattle. The vaccine compositions include a recombinant outer membrane protein of M. haemolytica designated PlpE and/or subunits thereof, alone or in combination with other antigenic components, and a carrier or diluent. The methods involve administering an effective immunizing amount of the vaccines to susceptible bovine.

  针对溶血霉菌的疫苗和方法 疫苗和方法 的疫苗和方法。疫苗组合物包括重组的溶血霉菌外膜蛋白。 溶血霉菌的重组外膜蛋白 PlpE和/或其亚基（单独或与其他抗原成分结合），以及载体或稀释剂。这些方法包括给易感牛注射有效免疫量的疫苗。
• MODULATION OF ACTIVITY OF PRONEUROTROPHINS
  申请人：H. Lundbeck A/S

  公开号：EP2120997A2

  公开（公告）日：2009-11-25